N-benzyl-3,3-dichloro-4-chloromethyl-4-(diethoxyphosphoryl)pyrrolidin-2-one | 537711-45-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机膦酸及其衍生物
• 英文名称: N-benzyl-3,3-dichloro-4-chloromethyl-4-(diethoxyphosphoryl)pyrrolidin-2-one
• CAS: 537711-45-8
• 化学式: C₁₆H₂₁Cl₃NO₄P
• 分子量: 428.68
• InChiKey: BWPVJYCWMLGJKC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.45
• 重原子数：
  25.0
• 可旋转键数：
  8.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  55.84
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  sodium methylate 、 N-benzyl-3,3-dichloro-4-chloromethyl-4-(diethoxyphosphoryl)pyrrolidin-2-one 以 甲醇 为溶剂， 反应 1.0h， 以18%的产率得到N-benzyl-4-methyl-5,5-dimethoxy-3-pyrrolin-2-one
  参考文献：
  名称：

  Synthesis of 5-methoxylated 3-pyrrolin-2-ones via the rearrangement of chlorinated pyrrolidin-2-ones

  摘要：

  The reaction of N-substituted 4-methyl-2-pyrrolidinones or 4-diethoxyphosphoryl analogues, carrying at least two chlorine atoms between the C(3) and C(6) carbons, with alkaline methoxide in methanol afforded the corresponding 5-methoxylated 3-pyrrolin-2-ones, useful adducts for the preparation of agrochemicals or medicinal compounds. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(03)00044-9
• 作为产物：
  描述：

  diethyl (3-bromoprop-1-en-2-yl)phosphonate 在 三乙胺 、 copper(l) chloride 作用下， 以 xylene 为溶剂， 生成 N-benzyl-3,3-dichloro-4-chloromethyl-4-(diethoxyphosphoryl)pyrrolidin-2-one
  参考文献：
  名称：

  Synthesis of 5-methoxylated 3-pyrrolin-2-ones via the rearrangement of chlorinated pyrrolidin-2-ones

  摘要：

  The reaction of N-substituted 4-methyl-2-pyrrolidinones or 4-diethoxyphosphoryl analogues, carrying at least two chlorine atoms between the C(3) and C(6) carbons, with alkaline methoxide in methanol afforded the corresponding 5-methoxylated 3-pyrrolin-2-ones, useful adducts for the preparation of agrochemicals or medicinal compounds. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(03)00044-9

文献信息

• Synthesis of 5-methoxylated 3-pyrrolin-2-ones via the rearrangement of chlorinated pyrrolidin-2-ones
  作者：Franco Ghelfi、Christian V Stevens、Inge Laureyn、Ellen Van Meenen、Tina M Rogge、Laurent De Buyck、Kirill V Nikitin、Romano Grandi、Emanuela Libertini、Ugo M Pagnoni、Luisa Schenetti

  DOI：10.1016/s0040-4020(03)00044-9

  日期：2003.2

  The reaction of N-substituted 4-methyl-2-pyrrolidinones or 4-diethoxyphosphoryl analogues, carrying at least two chlorine atoms between the C(3) and C(6) carbons, with alkaline methoxide in methanol afforded the corresponding 5-methoxylated 3-pyrrolin-2-ones, useful adducts for the preparation of agrochemicals or medicinal compounds. (C) 2003 Elsevier Science Ltd. All rights reserved.